New N-acylamino acids and derivatives from renewable fatty acids: gelation of hydrocarbons and thermal properties

Duarte, Rodrigo da Costa; Ongaratto, Renata; Piovesan, Luciana Almeida; Lima, Vania Rodrigues de; Soldi, Valdir; Merlo, Aloir Antonio; D' Oca, Marcelo Gonçalves Montes

Abstract:

This work reports the synthesis of new fatty N-acylamino acids and N-acylamino esters from the C16:0, C18:0, C18:1, and C18:1(OH) fatty acid families and demonstrates the activity of these compounds as organogel agents. Compounds were heated and dissolved in various solvents (n-hexane, toluene, and gasoline). Only saturated C16:0 and C18:0 derived from alanine were able to form gels in toluene, and saturated C16:0 derived from phenylalanine showed gelation in n-hexane. This is the first evidence that fatty N-acylamino esters and N-acylamino acid derivatives of l-serine and fatty acids C16:0, C18:0, and C18:1 are able to form gels with hexane. This observation confirms the importance of the hydroxyl group in the segment derivative of l-serine in forming good gels.

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  • EQA - Artigos Publicados em Periódicos